当前位置: X-MOL 学术CrystEngComm › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Molecular salts of quinine: a crystal engineering route to enhance the aqueous solubility
CrystEngComm ( IF 3.1 ) Pub Date : 2021-08-24 , DOI: 10.1039/d1ce00791b
Indira S. Divya 1, 2 , Surendran Amrutha 1 , Sunil SeethaLekshmi 1 , Sunil Varughese 1, 2
Affiliation  

The antimalarial drug quinine (QUN) has poor aqueous solubility and belongs to Biopharmaceutical Classification System (BCS) Class-II. We report 12 novel molecular salts of QUN with α,ω-aliphatic dicarboxylic acids and aromatic coformers. The high basicity of QUN and ΔpKa of ∼5 make the complexes ionic, and most of them are hydrates. The solid forms showed enhanced aqueous solubility compared to the pristine QUN. The single-crystal and powder X-ray diffraction, thermal, and microscopy data provide structural, compositional, and stability profiles of the salts. The calculated Full Interaction Maps (FIMs) provide statistical insights into the salt formation and high probability of hydration in QUN. Though with prospective torsional freedom, QUN in most complexes adopts a unique conformation; this indicates that the structure class has a higher statistical probability and belongs to a relatively deep potential energy trough in the vast crystal landscape.

中文翻译:

奎宁分子盐:提高水溶性的晶体工程途径

抗疟药奎宁(QUN)水溶性较差,属于生物制药分类系统(BCS)II类。我们报告了 12 种新型 QUN 分子盐,它含有 α,ω-脂肪族二羧酸和芳香族共聚体。QUN的高碱度和Δp K a〜5使配合物离子化,其中大部分是水合物。与原始 QUN 相比,固体形式表现出增强的水溶性。单晶和粉末 X 射线衍射、热和显微镜数据提供了盐的结构、组成和稳定性特征。计算出的完整相互作用图 (FIM) 提供了对 QUN 中盐形成和高水合概率的统计见解。尽管具有预期的扭转自由度,但大多数复合体中的 QUN 采用了独特的构象;这表明该结构类别具有较高的统计概率,属于广阔的晶体景观中相对较深的势能槽。
更新日期:2021-09-17
down
wechat
bug